[({[(3aS,4R,6S,6aS)-6-(2-amino-6-oxo-6,9-dihydro-1H-purin-9-yl)-2-hydroxy-2-oxo-tetrahydro-2H-1,3,5,2$l^{5}-furo[3,4-d][1,3,2$l^{5}]dioxaphosphol-4-yl]methoxy}(hydroxy)phosphoryl)oxy]phosphonic acid

• ChemBase ID: 2549
• Molecular Formular: C10H14N5O13P3
• Molecular Mass: 505.165143
• Monoisotopic Mass: 504.98009542
• SMILES: Nc1nc2c(ncn2[C@H]2O[C@H](CO[P@@](=O)(O)OP(=O)(O)O)[C@@H]3O[P@@](=O)(O)O[C@H]23)c(=O)[nH]1
• Canonical SMILES: Nc1[nH]c(=O)c2c(n1)n(cn2)[C@H]1O[C@@H]([C@H]2[C@@H]1O[P@@](=O)(O2)O)CO[P@](=O)(OP(=O)(O)O)O
• InChI: InChI=1S/C10H14N5O13P3/c11-10-13-7-4(8(16)14-10)12-2-15(7)9-6-5(26-31(22,23)27-6)3(25-9)1-24-30(20,21)28-29(17,18)19/h2-3,5-6,9H,1H2,(H,20,21)(H,22,23)(H2,17,18,19)(H3,11,13,14,16)/t3-,5+,6+,9+/m1/s1
• InChIKey: NGYWTCOGOZELRS-KHLHZJAASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [({[(3aS,4R,6S,6aS)-6-(2-amino-6-oxo-6,9-dihydro-1H-purin-9-yl)-2-hydroxy-2-oxo-tetrahydro-2H-1,3,5,2$l^{5}-furo[3,4-d][1,3,2$l^{5}]dioxaphosphol-4-yl]methoxy}(hydroxy)phosphoryl)oxy]phosphonic acid
• IUPAC Traditional name: {[(3aS,4R,6S,6aS)-6-(2-amino-6-oxo-1H-purin-9-yl)-2-hydroxy-2-oxo-tetrahydro-1,3,5,2$l^{5}-furo[3,4-d][1,3,2$l^{5}]dioxaphosphol-4-yl]methoxy(hydroxy)phosphoryl}oxyphosphonic acid
• Synonyms: Guanosine 5'-Diphosphate 2':3'-Cyclic Monophosphate

Database IDs

• PubChem SID: 160965999; 46508518
• PubChem CID: 46936505

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.6698321
• H Acceptors: 12
• H Donor: 6
• LogD (pH = 5.5): -9.22905
• LogD (pH = 7.4): -9.899163
• Log P: -2.6986954
• Molar Refractivity: 93.4608 cm^3
• Polarizability: 37.185936 Å^3
• Polar Surface Area: 263.58 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -0.68
• LOG S: -1.87
• Solubility (Water): 6.76e+00 g/l

DETAILS

DrugBank - DB02836

Drug information: experimental